diff --git a/components/jira_service_desk/actions/create-comment-on-request/create-comment-on-request.mjs b/components/jira_service_desk/actions/create-comment-on-request/create-comment-on-request.mjs
index f328bce0ffd21..0d80f43f41459 100644
--- a/components/jira_service_desk/actions/create-comment-on-request/create-comment-on-request.mjs
+++ b/components/jira_service_desk/actions/create-comment-on-request/create-comment-on-request.mjs
@@ -4,7 +4,7 @@ export default {
   key: "jira_service_desk-create-comment-on-request",
   name: "Create Comment on Request",
   description: "Create a comment on a customer request. [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-request/#api-rest-servicedeskapi-request-issueidorkey-comment-post)",
-  version: "0.1.3",
+  version: "0.1.4",
   annotations: {
     destructiveHint: false,
     openWorldHint: true,
diff --git a/components/jira_service_desk/actions/create-request/create-request.mjs b/components/jira_service_desk/actions/create-request/create-request.mjs
index cec6a2d7a9647..f8b1006f51fb2 100644
--- a/components/jira_service_desk/actions/create-request/create-request.mjs
+++ b/components/jira_service_desk/actions/create-request/create-request.mjs
@@ -12,9 +12,10 @@ export default {
     + " Use **List Sites** to get `cloudId`, **List Service Desks** to get `serviceDeskId`, and **List Request Types** to choose the `requestTypeId` whose name and description match the user's intent."
     + " Call **List Request Type Fields** to see which fields that request type requires; pass anything beyond summary and description in `additionalFieldValues`, keyed by Jira field ID."
     + " Worked example: on service desk `1`, request type `4` (\"Onboard new employees\") requires `summary` and also accepts a `duedate`, so call with Summary `Joseph Wilson starts on September 1`, Description `Needs a laptop and an email account`, and Additional Field Values `{ \"duedate\": \"2026-09-01\" }`."
-    + " Returns the created request including its `issueKey` and `issueId`."
+    + " Optionally attach one or more files at creation time via `attachments`; to add, replace, or delete attachments on a request that already exists, use **Manage Request Attachment** instead."
+    + " Returns the created request including its `issueKey` and `issueId`. If `attachments` is set, the response also includes either an `attachments` array (on success) or an `attachmentError` string (if the request was created but the attachment step failed) — the request itself is never rolled back because of an attachment failure."
     + " [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-request/#api-rest-servicedeskapi-request-post)",
-  version: "1.0.3",
+  version: "1.1.0",
   annotations: {
     destructiveHint: false,
     openWorldHint: true,
@@ -95,6 +96,26 @@ export default {
       description: "Extra information about the channel the request came in on. Marked experimental by Atlassian.",
       optional: true,
     },
+    attachments: {
+      type: "string[]",
+      label: "Attachments",
+      description: "File(s) to attach to the request as it's created. Provide file URLs or paths to files in the /tmp directory (e.g. `/tmp/myFile.pdf`).",
+      format: "file-ref",
+      optional: true,
+    },
+    attachmentsPublic: {
+      type: "boolean",
+      label: "Attachments Public",
+      description: "Whether the attached file(s) are visible to the customer who raised the request. Defaults to `true`; set to `false` to attach internal-only files.",
+      optional: true,
+      default: true,
+    },
+    syncDir: {
+      type: "dir",
+      accessMode: "read",
+      sync: true,
+      optional: true,
+    },
   },
   async run({ $ }) {
     const {
@@ -110,6 +131,8 @@ export default {
       form,
       isAdfRequest,
       channel,
+      attachments,
+      attachmentsPublic,
     } = this;
 
     let extraFields = additionalFieldValues;
@@ -172,7 +195,32 @@ export default {
       },
     });
 
-    $.export("$summary", `Successfully created request ${response.issueKey}`);
-    return response;
+    if (!attachments?.length) {
+      $.export("$summary", `Successfully created request ${response.issueKey}`);
+      return response;
+    }
+
+    try {
+      const attachResponse = await jiraServiceDesk.attachFilesToRequestFromSource({
+        $,
+        cloudId,
+        serviceDeskId,
+        issueIdOrKey: response.issueKey,
+        files: attachments,
+        isPublic: attachmentsPublic,
+      });
+
+      $.export("$summary", `Created request ${response.issueKey} with ${attachments.length} attachment(s)`);
+      return {
+        ...response,
+        attachments: attachResponse.attachments.values,
+      };
+    } catch (error) {
+      $.export("$summary", `Created request ${response.issueKey}, but attaching file(s) failed: ${error.message}`);
+      return {
+        ...response,
+        attachmentError: error.message,
+      };
+    }
   },
 };
diff --git a/components/jira_service_desk/actions/download-issue-attachment/download-issue-attachment.mjs b/components/jira_service_desk/actions/download-issue-attachment/download-issue-attachment.mjs
index dd11a9c0fc29f..9fa58e78a89b8 100644
--- a/components/jira_service_desk/actions/download-issue-attachment/download-issue-attachment.mjs
+++ b/components/jira_service_desk/actions/download-issue-attachment/download-issue-attachment.mjs
@@ -12,7 +12,7 @@ export default {
   key: "jira_service_desk-download-issue-attachment",
   name: "Download Issue Attachment",
   description: "Download the binary content of a Jira Service Desk attachment to the file-stash directory, returning the saved path plus the attachment metadata (`filename`, `mimeType`, `size`). Run **List Issue Attachments** first to obtain the attachment `id`, then pass both it and the same `issueIdOrKey` here. Example: passing `issueIdOrKey` `IT-42` and `attachmentId` `10042` downloads `screenshot.png` to `/tmp/10042-screenshot.png` and returns `{ \"filedata\": [\"10042-screenshot.png\", \"/tmp/10042-screenshot.png\"], \"attachment\": { \"id\": \"10042\", \"filename\": \"screenshot.png\", \"mimeType\": \"image/png\", \"size\": 84213 } }`. [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-request/#api-rest-servicedeskapi-request-issueidorkey-attachment-attachmentid-get)",
-  version: "0.0.2",
+  version: "0.0.3",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/actions/get-current-user/get-current-user.mjs b/components/jira_service_desk/actions/get-current-user/get-current-user.mjs
index fdf1a83a30972..cb0a51917b2f6 100644
--- a/components/jira_service_desk/actions/get-current-user/get-current-user.mjs
+++ b/components/jira_service_desk/actions/get-current-user/get-current-user.mjs
@@ -8,7 +8,7 @@ export default {
     + " Use this to identify who is logged in, or to filter requests by the current user's `account_id`."
     + " No `cloudId` required — this uses the Atlassian Identity API directly."
     + " [See the documentation](https://developer.atlassian.com/cloud/jira/platform/oauth-2-3lo-apps/)",
-  version: "0.0.6",
+  version: "0.0.7",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/actions/get-request-status/get-request-status.mjs b/components/jira_service_desk/actions/get-request-status/get-request-status.mjs
index 9b4f3175721f6..febbfc9fb99a4 100644
--- a/components/jira_service_desk/actions/get-request-status/get-request-status.mjs
+++ b/components/jira_service_desk/actions/get-request-status/get-request-status.mjs
@@ -11,7 +11,7 @@ export default {
     + " Use **List Sites** first to obtain the required `cloudId`."
     + " Use **List My Requests** to find the `issueKey` (e.g. `IT-42`)."
     + " [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-request/#api-rest-servicedeskapi-request-issueidorkey-status-get)",
-  version: "1.1.3",
+  version: "1.1.4",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/actions/get-request/get-request.mjs b/components/jira_service_desk/actions/get-request/get-request.mjs
index 27fcf9b9c5847..901086eff3e42 100644
--- a/components/jira_service_desk/actions/get-request/get-request.mjs
+++ b/components/jira_service_desk/actions/get-request/get-request.mjs
@@ -10,7 +10,7 @@ export default {
     + " Use **List Sites** first to obtain the required `cloudId`."
     + " Use **List My Requests** to find the `issueKey` of a request (e.g. `IT-42`)."
     + " [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-request/#api-rest-servicedeskapi-request-issueidorkey-get)",
-  version: "0.2.3",
+  version: "0.2.4",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/actions/list-cloud-id-options/list-cloud-id-options.mjs b/components/jira_service_desk/actions/list-cloud-id-options/list-cloud-id-options.mjs
index 396b9669bf136..1153fac9df3b0 100644
--- a/components/jira_service_desk/actions/list-cloud-id-options/list-cloud-id-options.mjs
+++ b/components/jira_service_desk/actions/list-cloud-id-options/list-cloud-id-options.mjs
@@ -4,7 +4,7 @@ export default {
   key: "jira_service_desk-list-cloud-id-options",
   name: "List Cloud ID Options",
   description: "Lists the Atlassian sites you can raise requests on, as `{label, value}` options, to discover the `cloudId` every other Jira Service Desk tool needs. Takes no input beyond the account. Example: returns `[{ \"label\": \"acme\", \"value\": \"822faf0d-5427-420e-9016-999d3dc76918\" }]`. Use **List Sites** instead if you want the full site records. [See the documentation](https://developer.atlassian.com/cloud/jira/platform/oauth-2-3lo-apps/#3-1-get-the-cloudid-for-your-site)",
-  version: "0.1.2",
+  version: "0.1.3",
   type: "action",
   annotations: {
     destructiveHint: false,
diff --git a/components/jira_service_desk/actions/list-issue-attachments/list-issue-attachments.mjs b/components/jira_service_desk/actions/list-issue-attachments/list-issue-attachments.mjs
index 3911030f722ae..a30bbe053b9e1 100644
--- a/components/jira_service_desk/actions/list-issue-attachments/list-issue-attachments.mjs
+++ b/components/jira_service_desk/actions/list-issue-attachments/list-issue-attachments.mjs
@@ -5,7 +5,7 @@ export default {
   key: "jira_service_desk-list-issue-attachments",
   name: "List Issue Attachments",
   description: "List metadata for every attachment on a Jira Service Desk request. `issueIdOrKey` accepts either a Jira issue key (e.g. `IT-42`) or a numeric Jira issue ID (e.g. `10001`). Results are paginated automatically up to `maxResults`. Returns `{ attachments, truncated }`, where each attachment includes `id`, `filename`, `size` (bytes), `mimeType`, and `content` (an opaque reference URL whose exact shape varies by account access level and is **not** directly fetchable through this connection's authentication), and `truncated` is `true` when more attachments remained unfetched. Use **Download Issue Attachment** with an attachment `id` and the same `issueIdOrKey` to fetch the binary content — do not call `content` directly. If this connection has customer-level access rather than agent access, only public attachments are returned; internal attachments exist but won't appear here. Returns `{ attachments: [], truncated: false }` (no error) when the request exists but has no visible attachments. Example: issue `IT-42` with one attachment returns `{ \"attachments\": [{ \"id\": \"10042\", \"filename\": \"screenshot.png\", \"size\": 84213, \"mimeType\": \"image/png\", \"content\": \"<opaque reference URL>\" }], \"truncated\": false }`. [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-request/#api-rest-servicedeskapi-request-issueidorkey-attachment-get)",
-  version: "0.0.2",
+  version: "0.0.3",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/actions/list-my-requests/list-my-requests.mjs b/components/jira_service_desk/actions/list-my-requests/list-my-requests.mjs
index a95fb3c23985f..6c6cca7933021 100644
--- a/components/jira_service_desk/actions/list-my-requests/list-my-requests.mjs
+++ b/components/jira_service_desk/actions/list-my-requests/list-my-requests.mjs
@@ -13,7 +13,7 @@ export default {
     + " `requestStatus`: `OPEN_REQUESTS` (default), `CLOSED_REQUESTS`, or `ALL_REQUESTS`."
     + " `requestOwnership`: `OWNED_REQUESTS` (default) or `PARTICIPATED_REQUESTS`."
     + " [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-request/#api-rest-servicedeskapi-request-get)",
-  version: "1.1.3",
+  version: "1.1.4",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/actions/list-request-transitions/list-request-transitions.mjs b/components/jira_service_desk/actions/list-request-transitions/list-request-transitions.mjs
index 9736e3f5a3d56..5b91950b23d8a 100644
--- a/components/jira_service_desk/actions/list-request-transitions/list-request-transitions.mjs
+++ b/components/jira_service_desk/actions/list-request-transitions/list-request-transitions.mjs
@@ -11,7 +11,7 @@ export default {
     + " Use **List Sites** first to obtain the required `cloudId`."
     + " Use **List My Requests** or **Get Request** to find the `issueKey` (e.g. `IT-42`)."
     + " [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-request/#api-rest-servicedeskapi-request-issueidorkey-transition-get)",
-  version: "1.1.3",
+  version: "1.1.4",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/actions/list-request-type-fields/list-request-type-fields.mjs b/components/jira_service_desk/actions/list-request-type-fields/list-request-type-fields.mjs
index 3ac1b9174258e..e6508c52fa110 100644
--- a/components/jira_service_desk/actions/list-request-type-fields/list-request-type-fields.mjs
+++ b/components/jira_service_desk/actions/list-request-type-fields/list-request-type-fields.mjs
@@ -11,7 +11,7 @@ export default {
     + " Also returns `canRaiseOnBehalfOf` and `canAddRequestParticipants`, which tell you whether the `raiseOnBehalfOf` and `requestParticipants` arguments of **Create Request** are usable with this account."
     + " Hidden fields are only visible to service desk administrators."
     + " [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-servicedesk/#api-rest-servicedeskapi-servicedesk-servicedeskid-requesttype-requesttypeid-field-get)",
-  version: "0.0.4",
+  version: "0.0.5",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/actions/list-request-types/list-request-types.mjs b/components/jira_service_desk/actions/list-request-types/list-request-types.mjs
index 64b49a717b0a8..1bc39b48645ed 100644
--- a/components/jira_service_desk/actions/list-request-types/list-request-types.mjs
+++ b/components/jira_service_desk/actions/list-request-types/list-request-types.mjs
@@ -14,7 +14,7 @@ export default {
     + " Types with `canCreateRequest: false` cannot be used to raise a request."
     + " Then call **List Request Type Fields** to see what the chosen type requires."
     + " [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-servicedesk/#api-rest-servicedeskapi-servicedesk-servicedeskid-requesttype-get)",
-  version: "0.0.4",
+  version: "0.0.5",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/actions/list-service-desks/list-service-desks.mjs b/components/jira_service_desk/actions/list-service-desks/list-service-desks.mjs
index 5930f4adae269..fda645389befc 100644
--- a/components/jira_service_desk/actions/list-service-desks/list-service-desks.mjs
+++ b/components/jira_service_desk/actions/list-service-desks/list-service-desks.mjs
@@ -11,7 +11,7 @@ export default {
     + " Returns `{ serviceDesks, truncated }`, where `truncated` is `true` when more desks remained unfetched."
     + " Example: a site with one desk returns `{ \"serviceDesks\": [{ \"id\": \"1\", \"projectName\": \"Support\", \"projectKey\": \"SUP\" }], \"truncated\": false }`."
     + " [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-servicedesk/#api-rest-servicedeskapi-servicedesk-get)",
-  version: "0.0.4",
+  version: "0.0.5",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/actions/list-sites/list-sites.mjs b/components/jira_service_desk/actions/list-sites/list-sites.mjs
index 5754ae50a2da6..81ca7e439a83e 100644
--- a/components/jira_service_desk/actions/list-sites/list-sites.mjs
+++ b/components/jira_service_desk/actions/list-sites/list-sites.mjs
@@ -8,7 +8,7 @@ export default {
     + " **Call this tool first** to obtain the `cloudId` (returned as `id`) required by every other Jira Service Desk tool."
     + " Each site includes its `id` (cloudId), `name`, and `url`."
     + " [See the documentation](https://developer.atlassian.com/cloud/jira/platform/oauth-2-3lo-apps/#3-1-get-the-cloudid-for-your-site)",
-  version: "0.0.6",
+  version: "0.0.7",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/actions/manage-request-attachment/manage-request-attachment.mjs b/components/jira_service_desk/actions/manage-request-attachment/manage-request-attachment.mjs
new file mode 100644
index 0000000000000..11d9161158a87
--- /dev/null
+++ b/components/jira_service_desk/actions/manage-request-attachment/manage-request-attachment.mjs
@@ -0,0 +1,173 @@
+import { ConfigurationError } from "@pipedream/platform";
+import jiraServiceDesk from "../../jira_service_desk.app.mjs";
+import constants from "../../common/constants.mjs";
+
+export default {
+  key: "jira_service_desk-manage-request-attachment",
+  name: "Manage Request Attachment",
+  description:
+    "Adds, replaces, or deletes a single attachment on a customer request (ticket) that already exists."
+    + " To attach file(s) while creating a brand-new request, use **Create Request**'s `attachments` prop instead — use this tool only for requests that already exist."
+    + " Set `operation` to `add` to attach a new file, `update` to replace an existing attachment with a different file (there's no in-place replace in the API, so this uploads the new file and only deletes the old one once the new one is confirmed attached), or `delete` to remove an attachment."
+    + " `add` and `update` require `serviceDeskId` (the temp-file upload step is scoped by service desk, not by issue) — use **List Service Desks** to find it, or read it off the response of the request that created the ticket."
+    + " `update` and `delete` require `attachmentId`, the numeric ID of the attachment being replaced or removed; the `add`/`update` response doesn't expose this as a plain field, so use **List Issue Attachments** on the same request to look it up."
+    + " Worked example: to replace an attachment `10050` on request `HD-12` with a new file, call with Operation `update`, Issue ID Or Key `HD-12`, Service Desk ID `1`, Attachment ID `10050`, and File `/tmp/revised-report.pdf`."
+    + " For `update`, if the new file attaches successfully but removing the old attachment then fails, the response includes a `deleteError` string alongside the successful attachment data — the request ends up with both files rather than losing either one, and the error is never masked as a full failure."
+    + " By default the attachment is visible to the customer who raised the request (`public: true`); set `public` to `false` to attach an internal-only file."
+    + " [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-request/#api-rest-servicedeskapi-request-issueidorkey-attachment-post)",
+  version: "0.0.1",
+  annotations: {
+    destructiveHint: true,
+    openWorldHint: true,
+    readOnlyHint: false,
+  },
+  type: "action",
+  ai: "optimized",
+  props: {
+    jiraServiceDesk,
+    cloudId: {
+      propDefinition: [
+        jiraServiceDesk,
+        "cloudId",
+      ],
+    },
+    operation: {
+      type: "string",
+      label: "Operation",
+      description: "Whether to add a new attachment, replace (`update`) an existing one, or delete one.",
+      options: [
+        "add",
+        "update",
+        "delete",
+      ],
+    },
+    issueIdOrKey: {
+      propDefinition: [
+        jiraServiceDesk,
+        "issueIdOrKey",
+      ],
+    },
+    serviceDeskId: {
+      propDefinition: [
+        jiraServiceDesk,
+        "serviceDeskId",
+      ],
+      description: "Required for `add` and `update`. The service desk the request belongs to. Use **List Service Desks** to find valid IDs (e.g. `1`).",
+      optional: true,
+    },
+    file: {
+      type: "string",
+      label: "File",
+      description: "Required for `add` and `update`. The file to attach, as a file URL or a path to a file in the /tmp directory (e.g. `/tmp/myFile.pdf`).",
+      format: "file-ref",
+      optional: true,
+    },
+    attachmentId: {
+      type: "string",
+      label: "Attachment ID",
+      description: "Required for `update` and `delete`. The numeric ID of the attachment being replaced or removed, e.g. `10050`. The `add`/`update` response doesn't expose this as a plain field — the ID is only embedded in a `_links.jiraRest` URL nested under `attachments.values[]`. Use **List Issue Attachments** instead, which extracts the ID for you.",
+      optional: true,
+    },
+    public: {
+      type: "boolean",
+      label: "Public",
+      description: "Whether the attached file is visible to the customer who raised the request. Defaults to `true`; set to `false` to attach an internal-only file. Only applies to `add` and `update`.",
+      optional: true,
+      default: true,
+    },
+    syncDir: {
+      type: "dir",
+      accessMode: "read",
+      sync: true,
+      optional: true,
+    },
+  },
+  async run({ $ }) {
+    const {
+      jiraServiceDesk,
+      cloudId,
+      operation,
+      issueIdOrKey,
+      serviceDeskId,
+      file,
+      attachmentId,
+      public: isPublic,
+    } = this;
+
+    const verifyAttachmentBelongsToRequest = async () => {
+      const { attachments } = await jiraServiceDesk.getIssueAttachments({
+        $,
+        cloudId,
+        issueIdOrKey,
+        maxResults: constants.MAX_RESULTS_MAX,
+      });
+      if (!attachments.some(({ id }) => id === attachmentId)) {
+        throw new ConfigurationError(`Attachment ID "${attachmentId}" was not found on request "${issueIdOrKey}". Run List Issue Attachments to confirm the ID and issue match.`);
+      }
+    };
+
+    if (operation === "delete") {
+      if (!attachmentId) {
+        throw new ConfigurationError("Attachment ID is required to delete an attachment.");
+      }
+      await verifyAttachmentBelongsToRequest();
+      await jiraServiceDesk.deleteAttachment({
+        $,
+        cloudId,
+        attachmentId,
+      });
+      $.export("$summary", `Deleted attachment ${attachmentId} from request ${issueIdOrKey}`);
+      return {
+        deleted: true,
+        attachmentId,
+      };
+    }
+
+    if (!serviceDeskId) {
+      throw new ConfigurationError("Service Desk ID is required to add or update an attachment.");
+    }
+    if (!file) {
+      throw new ConfigurationError("File is required to add or update an attachment.");
+    }
+    if (operation === "update") {
+      if (!attachmentId) {
+        throw new ConfigurationError("Attachment ID is required to update (replace) an attachment.");
+      }
+      await verifyAttachmentBelongsToRequest();
+    }
+
+    const attachResponse = await jiraServiceDesk.attachFilesToRequestFromSource({
+      $,
+      cloudId,
+      serviceDeskId,
+      issueIdOrKey,
+      files: [
+        file,
+      ],
+      isPublic,
+    });
+
+    // The new attachment must succeed before the old one is removed — deleting first
+    // would leave the request with no attachment at all if the upload then failed.
+    if (operation === "update") {
+      try {
+        await jiraServiceDesk.deleteAttachment({
+          $,
+          cloudId,
+          attachmentId,
+        });
+      } catch (error) {
+        $.export("$summary", `Added the new attachment on request ${issueIdOrKey}, but the old attachment (${attachmentId}) could not be removed: ${error.message}`);
+        return {
+          ...attachResponse,
+          deleteError: error.message,
+        };
+      }
+    }
+
+    $.export("$summary", `${operation === "update"
+      ? "Replaced"
+      : "Added"} attachment on request ${issueIdOrKey}`);
+    return attachResponse;
+  },
+};
diff --git a/components/jira_service_desk/actions/transition-request/transition-request.mjs b/components/jira_service_desk/actions/transition-request/transition-request.mjs
index 14b7f872fe435..240e9e86e52a7 100644
--- a/components/jira_service_desk/actions/transition-request/transition-request.mjs
+++ b/components/jira_service_desk/actions/transition-request/transition-request.mjs
@@ -10,7 +10,7 @@ export default {
     + " Use **List My Requests** or **Get Request** to find the `issueKey` (e.g. `IT-42`)."
     + " Optionally include a comment to explain the transition."
     + " [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/api-group-request/#api-rest-servicedeskapi-request-issueidorkey-transition-post)",
-  version: "0.1.3",
+  version: "0.1.4",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/actions/update-issue-fields/update-issue-fields.mjs b/components/jira_service_desk/actions/update-issue-fields/update-issue-fields.mjs
index cc13f64fbd77f..4e626745a27c5 100644
--- a/components/jira_service_desk/actions/update-issue-fields/update-issue-fields.mjs
+++ b/components/jira_service_desk/actions/update-issue-fields/update-issue-fields.mjs
@@ -11,7 +11,7 @@ export default {
     + " `fields` is a JSON object of field name-value pairs."
     + " Example: `{\"summary\": \"Updated title\", \"priority\": {\"name\": \"High\"}}`."
     + " [See the documentation](https://developer.atlassian.com/cloud/jira/platform/rest/v3/api-group-issues/#api-rest-api-3-issue-issueidorkey-put)",
-  version: "0.1.3",
+  version: "0.1.4",
   type: "action",
   ai: "optimized",
   annotations: {
diff --git a/components/jira_service_desk/jira_service_desk.app.mjs b/components/jira_service_desk/jira_service_desk.app.mjs
index 0e54cbeb78c29..821a0300b1099 100644
--- a/components/jira_service_desk/jira_service_desk.app.mjs
+++ b/components/jira_service_desk/jira_service_desk.app.mjs
@@ -1,5 +1,7 @@
-// x-pd-ai: optimized
-import { axios } from "@pipedream/platform";
+import {
+  axios, getFileStreamAndMetadata,
+} from "@pipedream/platform";
+import FormData from "form-data";
 import constants from "./common/constants.mjs";
 
 export default {
@@ -280,5 +282,89 @@ export default {
         responseType: constants.STREAM_RESPONSE_TYPE,
       });
     },
+    async uploadTemporaryFile({
+      cloudId, serviceDeskId, ...opts
+    }) {
+      return this._makeRequest({
+        ...opts,
+        method: "POST",
+        path: `/ex/jira/${cloudId}/rest/servicedeskapi/servicedesk/${serviceDeskId}/attachTemporaryFile`,
+      });
+    },
+    async attachFilesToRequest({
+      cloudId, issueIdOrKey, ...opts
+    }) {
+      return this._makeRequest({
+        ...opts,
+        method: "POST",
+        path: `/ex/jira/${cloudId}/rest/servicedeskapi/request/${issueIdOrKey}/attachment`,
+      });
+    },
+    async deleteAttachment({
+      cloudId, attachmentId, ...opts
+    }) {
+      return this._makeRequest({
+        ...opts,
+        method: "DELETE",
+        path: `/ex/jira/${cloudId}/rest/api/3/attachment/${attachmentId}`,
+      });
+    },
+    /**
+     * Uploads one or more local/remote files as temporary attachments scoped
+     * to `serviceDeskId`, then attaches them to `issueIdOrKey`. Two-step dance
+     * required by the JSM API: a file can't be attached to a request directly.
+     */
+    async attachFilesToRequestFromSource({
+      $, cloudId, serviceDeskId, issueIdOrKey, files, isPublic,
+    }) {
+      // Uploaded one file at a time (rather than buffering every file into one shared
+      // FormData first) so only the small temporaryAttachmentId is retained across
+      // iterations instead of holding every file's full content in memory at once.
+      const temporaryAttachmentIds = [];
+      for (const file of files) {
+        const {
+          stream, metadata,
+        } = await getFileStreamAndMetadata(file);
+        // Buffered rather than piped as a live stream: attachTemporaryFile consistently
+        // 500'd at the Atlassian edge when the multipart body was a live Readable (verified
+        // against the JSM API directly), even with Content-Length set from a known size.
+        const chunks = [];
+        for await (const chunk of stream) {
+          chunks.push(chunk);
+        }
+        const data = new FormData();
+        data.append("file", Buffer.concat(chunks), {
+          contentType: metadata.contentType,
+          filename: metadata.name,
+        });
+
+        const uploadResponse = await this.uploadTemporaryFile({
+          $,
+          cloudId,
+          serviceDeskId,
+          headers: {
+            "Content-Type": `multipart/form-data; boundary=${data._boundary}`,
+            "Content-Length": data.getLengthSync(),
+            "X-Atlassian-Token": "no-check",
+          },
+          data,
+        });
+        temporaryAttachmentIds.push(
+          ...uploadResponse.temporaryAttachments.map(
+            ({ temporaryAttachmentId }) => temporaryAttachmentId,
+          ),
+        );
+      }
+
+      return this.attachFilesToRequest({
+        $,
+        cloudId,
+        issueIdOrKey,
+        data: {
+          temporaryAttachmentIds,
+          public: isPublic ?? true,
+        },
+      });
+    },
   },
 };
diff --git a/components/jira_service_desk/package.json b/components/jira_service_desk/package.json
index 775ca8df949b4..a144d6bf13a8b 100644
--- a/components/jira_service_desk/package.json
+++ b/components/jira_service_desk/package.json
@@ -1,6 +1,6 @@
 {
   "name": "@pipedream/jira_service_desk",
-  "version": "2.1.1",
+  "version": "2.3.0",
   "description": "Pipedream Jira Service Desk Components",
   "main": "jira_service_desk.app.mjs",
   "keywords": [
@@ -13,6 +13,7 @@
     "access": "public"
   },
   "dependencies": {
-    "@pipedream/platform": "^3.4.0"
+    "@pipedream/platform": "^3.4.0",
+    "form-data": "^4.0.4"
   }
 }
diff --git a/components/jira_service_desk/sources/new-request-created/new-request-created.mjs b/components/jira_service_desk/sources/new-request-created/new-request-created.mjs
index 06553fcceb252..3a3c8ea84802d 100644
--- a/components/jira_service_desk/sources/new-request-created/new-request-created.mjs
+++ b/components/jira_service_desk/sources/new-request-created/new-request-created.mjs
@@ -6,7 +6,7 @@ export default {
   name: "New Request Created",
   description:
     "Emit new event when a customer request is created. [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/#api-rest-servicedeskapi-request-get)",
-  version: "0.1.2",
+  version: "0.1.3",
   type: "source",
   dedupe: "unique",
   methods: {
diff --git a/components/jira_service_desk/sources/request-status-updated/request-status-updated.mjs b/components/jira_service_desk/sources/request-status-updated/request-status-updated.mjs
index c6c923e2a8a47..4119bca43b310 100644
--- a/components/jira_service_desk/sources/request-status-updated/request-status-updated.mjs
+++ b/components/jira_service_desk/sources/request-status-updated/request-status-updated.mjs
@@ -6,7 +6,7 @@ export default {
   name: "Request Status Updated",
   description:
     "Emit new event when a customer request is updated. [See the documentation](https://developer.atlassian.com/cloud/jira/service-desk/rest/#api-rest-servicedeskapi-request-get)",
-  version: "0.1.2",
+  version: "0.1.3",
   type: "source",
   dedupe: "unique",
   methods: {
diff --git a/pnpm-lock.yaml b/pnpm-lock.yaml
index 4790c4340cf7e..29b44aa30b027 100644
--- a/pnpm-lock.yaml
+++ b/pnpm-lock.yaml
@@ -8310,6 +8310,9 @@ importers:
       '@pipedream/platform':
         specifier: ^3.4.0
         version: 3.4.0
+      form-data:
+        specifier: 4.0.4
+        version: 4.0.4
 
   components/jlcpcb: {}